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Photo-curable composition and photo-cured product

a technology of photocurable composition and photocurable product, which is applied in the field of photocurable composition and photocured product, can solve the problems of poor photocurable property, poor storage stability, and limited application base materials, and achieve the effects of rapid photocurable rate, significant acceleration of the photocurable reaction of the photocurable composition, and stable maintenan

Inactive Publication Date: 2001-03-27
JSR CORPORATIOON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

As a result of their eager study under these circumstances, the present inventors have found that the above problems can be solved by combination of a hydrolyzable silane compound, a photo acid generator, and a dehydrating agent. That is, the present inventors have found that by adding a dehydrating agent to a photo-curable composition, water contained in the photo-curable composition, water formed by self-condensation of the hydrolyzable silane compound, and water from the atmosphere at the time of coating are effectively removed whereby the photo-curable reaction of the photo-curable composition is significantly accelerated, and further the characteristics of the photo-curable composition can be maintained stably for a prolonged period of time.
Thus, the object of the present invention is to provide a photo-curable composition which has rapid photo-curable rate, and excellent in characteristics such as storage stability, heat resistance, weather-ability, scratch resistance and the like, and which is applicable to base materials with low heat resistance such as plastics, as well as a cured product including cured film obtained therefrom.
The photo-curable composition was constituted in this manner whereby the photo-curable reaction can be promoted and simultaneously storage stability and the like can be significantly improved. Further, such photo-curable composition can be subjected to pattern irradiation at normal temperatures without undergoing oxygen inhibition.
Further, another embodiment of the present invention is a photo-cured product having the above-described photo-curing composition cured by radiation and photo-curing method. Accordingly, the photo-curable composition which is excellent in the photo-curable property and the storage stability Is used to give stable characteristics, resulting in improvements in the weather-ability, the heat resistance and the like of the photo-cured product.

Problems solved by technology

As described the above, the curing time of the conventional thermosetting polysiloxane compositions is long, and high-temperature heat treatment is required, so there are problems that applicable base materials are limited and storage stability is poor.
On the other hand, the conventional photo-curable compositions comprising an acrylic type resin or a silicone type resin having polymerizable groups such as a vinyl group and an epoxy group respectively have the problems that they are poor in photo-curable property, and the resulting cured products are poor in weather-ability and heat resistance.
Hei 6-148895 has a problem that it is poor in the photo-curable property and the storage stability, and the resulting photo-cured product is poor in the weather-ability and the heat resistance.

Method used

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Examples

Experimental program
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first embodiment

The first embodiment of the present invention is a photo-curable composition comprising a hydrolyzate of a hydrolyzable silane compound(component A), a photo acid generator (component B) and a dehydrating agent (component C). Accordingly, by irradiating the photo acid generator with UV rays, an acid (acidic active species) is generated, and this acid can be utilized to photocure the component (A) effectively.

(1) Hydrolyzate of Hydrolyzable Silane Compound

1 Structure

The hydrolyzate used in the first embodiment is a compound obtained by hydrolysis of a hydrolyzable silane compound represented by the general formula (1):

(R.sup.1).sub.p Si(X).sub.4-p (1)

wherein R.sup.1 is a non-hydrolyzable organic group having 1 to 12 carbon atoms, X is a hydrolyzable group, and p is an integer of 0 to 3.

In this hydrolyzate, partially non-hydrolyzed hydrolyzable group X may remain, and the hydrolyzate in this case is a mixture of the hydrolyzable silane compound and a hydrolyzate thereof. As used herei...

second embodiment

The second embodiment of the present invention is a photo-curable composition comprising a condensate in hydrolyzates of hydrolyzable silane compounds represented by the general formula (1) (component A), a fluorine-containing polymer (component E) and a photo acid generator (component C). Hereinafter, the fluorine-containing polymer as a characterizing feature of the second embodiment is described.

(1) Type of the Fluorine-Containing Polymer

The type of the fluorine-containing polymer used in the second embodiment is not particularly limited insofar as it is a polymer containing a fluorine atom in the molecule, and preferable examples are preferably copolymers obtained from one or more fluorine-containing monomers such as fluorolefins, perfluoroalkyl vinyl ethers, perfluoroalkoxy alkyl vinyl ethers, fluoroalkyl vinyl ethers, fluoroalkoxy alkyl vinyl ethers, fluorine-containing (meth)acrylates.

(2) Copolymerization Components

For polymerization of the fluorine-containing polymer, it is ...

third embodiment

The third embodiment of the present invention is a photo-curable composition comprising a condensate in hydrolyzates of hydrolyzable silane compounds represented by the general formula (1) (component A), a vinyl polymer containing hydrolyzable silyl groups (component F, hereinafter also called the vinyl polymer containing a silyl group) other than component A, and a photo acid generator (component C). Hereinafter, component F as the characterizing feature in the third embodiment is described.

(1) Type of the Vinyl Polymer Containing a Silyl Group and a Process for Producing the Same

The vinyl polymer containing a silyl group is defined as a polymer consisting of vinyl monomers having at least one hydrolyzable silyl group in the molecule, as shown in the general formula (3) above. The hydrolyzable silyl group in the general formula (3) is the same as the hydrolyzable silyl group in the general formula (1).

The vinyl polymer containing a silyl group is obtained by allowing a vinyl polyme...

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Abstract

Disclosed is a photo-curable composition comprising the following components (A) to (C): (A) hydrolyzable silane compound represented by the general formula (1) or a hydrolyzate thereof: (R1)pSi(X)4-p (1) wherein R1 is a non-hydrolyzable organic group having 1 to 12 carbon atoms, X is a hydrolyzable group, and p is an integer of 0 to 3; (B) photo acid generator; and (C) dehydrating agent. By such constitution, it is possible to provide a photo-curable composition which has a rapid photo-curable rate, is excellent in characteristics such as storage stability, heat resistance, weather-ability, scratch resistance and the like, and is applicable to base materials having low heat resistance such as plastics, as well as a cured product obtained therefrom.

Description

1. Field of the InventionThe present invention relates to a photo-curable composition and a photo-cured product thereof (hereinafter, also called cured product or cured film). Specifically, the present invention relates to a photo-curable composition which is excellent in storage stability and applicable to the surfaces of plastics, metals, ceramics, glass, wood, papers and the like having various shapes and which can give a photo-cured product excellent in weather-ability, heat resistance, transparency and scratch resistance, as well as a photo-cured product thereof.Accordingly, the photo-curable composition and photo-cured product of the present invention are suitable for use in paints for metals, sizing agents for use in slate materials, hard coatings for plastic films, hard coatings for printing paper, stain-proof films for floor and wall tiles, hard coatings for optical lens, protective films for display elements, anti-reflective films, highly reflective films, selectively perm...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): C09D183/06C09D4/00G03F7/075C09D183/04
CPCC09D4/00C09D183/06G03F7/0757C08G77/04C08L2666/28C09D183/04
Inventor SEKIGUCHI, MANABUSUGIYAMA, NAOKISATO, HOZUMI
Owner JSR CORPORATIOON
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